For the fun of it, perhaps? This is something that I do on a daily basis, for the express purpose of sounding like a dumb tool. Few things are more enjoyable than completely butchering another language with a gringo accent.

I can't imagine the boyfriend pillow NOT wearing a denim shirt. All I can think about is what kind of sad place I would be in if I lowered my standards to accepting a denim-shirted relationship. Of course, that sad place just invites boyfriend pillows.

Is the white button-up with breast pocket the only option? What about those who want to pretend, in the half-conscious moments that precede sleep, that they are resting against the arm and torso of a working-class boyfriend?

I'm going to go with Sanji from One Piece. With the blonde hair and stubble he could remind her of Will, but still looks different enough to provide plausible deniability. (Will is blonde right? Hard to tell with B&W comics.)

I somehow think that reaction of hanna's would be the same whether the boyfriend she walked in with was plush, plastic or person.

Eve being lonely enough to resort to a boyfriend pillow, while funny, still mainly left me feeling for the gal, whereas everytime I see one of those anime pillows or something like the lap thing in that link I can't help but chuckle.
Empathy for an imaginary person and scorn for a real one?
Great.
Now I feel like a terrible human being too.